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Bromobimane

Name: Bromobimane
Brand: SIGMA
Price: 177 USD
Availability: InStock

suitable for fluorescence, BioReagent, ≥95% (HPCE)

Synonym(s):

Monobromobimane

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Pack Size	SKU	Availability	Price
25 mg		Estimated to ship onMay 04, 2026fromMILWAUKEE	$177.00
100 mg		Estimated to ship onMay 04, 2026fromMILWAUKEE	$567.00

About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₁BrN₂O₂

CAS Number:

71418-44-5

Molecular Weight:

271.11

UNSPSC Code:

12171500

NACRES:

NA.32

PubChem Substance ID:

57652223

MDL number:

MFCD00036951

Beilstein/REAXYS Number:

4430959

$177.00

Estimated to ship onMay 04, 2026Details

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Properties

product line

BioReagent

Quality Level

100

assay

≥95% (HPCE)

form

solid

mp

152-154 °C (lit.)

solubility

DMF: soluble, DMSO: soluble, acetonitrile: soluble, methanol: soluble

fluorescence

λ_ex 390 nm; λ_em 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione), λ_ex 398 nm

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CC1=C(C)C(=O)N2N1C(CBr)=C(C)C2=O

InChI

1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3

InChI key

AHEWZZJEDQVLOP-UHFFFAOYSA-N

Description

General description

Bromobimane, also called probe for thiols, is a fluorescent reagent activated upon a photolysis reaction. Bromobimane in solution reacts with small thiol groups (e.g., GSH) and with reactive protein thiol groups (e.g., hemoglobin). [1] The reaction of Bromobimane with thiols is of second-order and dependent on pH. And, upon reacting with thiolate, it activates the water-soluble fluorescent product for detection.[1]

Application

Bromobimane is used for the determination of thiols by the HPLC method. It is suitable as a pre-column derivatization agent for fluorometric determination of 2,3-dimercaptopropane-1-sulfonic acid and other dithiols.[2] Bromobimane has been used as a fluorescent label in studying oligomycin-sensitive ATPase from beef heart mitochondria.[3]

Features and Benefits

The benefits of using Bromobimane for the analysis of low molecular weight thiols are: Highly selective.

Rapid reactivity.
Ease of separation of derivatives by reverse HPLC.
Ability to penetrate cells.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent thiol-specific reagent[4][5]

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1 of 1

This Item	596105	B4380	69899
Sigma-Aldrich 69898 Bromobimane	Millipore 596105 THIOLYTE^® Monobromobimane Reagent, Fluorescent Labeling Compound	Sigma-Aldrich B4380 Bromobimane	Sigma-Aldrich 69899 Monochlorobimane
suitability suitable for fluorescence	suitability -	suitability -	suitability suitable for fluorescence
fluorescence λ_ex 390 nm; λ_em 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione), λ_ex 398 nm	fluorescence -	fluorescence -	fluorescence λ_ex 380 nm; λ_em 461 nm in methanol, λ_ex 390 nm; λ_em 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione)
solubility DMF: soluble, acetonitrile: soluble, DMSO: soluble, methanol: soluble	solubility acetonitrile: 13 mg/mL, methanol: 25 mg/mL	solubility acetonitrile: 20 mg/mL	solubility DMF: soluble, DMSO: soluble, acetonitrile: soluble, methanol: soluble
form solid	form solid	form powder	form powder
assay ≥95% (HPCE)	assay ≥95% (HPLC)	assay ≥97% (HPLC)	assay ≥70.0% (HPCE)
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 100

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Determination of thiol proteins using monobromobimane labeling and high-performance liquid chromatographic analysis: application to Escherichia coli thioredoxin.

P C Chinn et al.

Analytical biochemistry, 159(1), 143-149 (1986-11-15)

A highly sensitive and specific assay for Escherichia coli thioredoxin was developed using the thiol-specific reagent monobromobimane. Treatment of dithiothreitol-reduced thioredoxin with an excess of monobromobimane in Tris buffer (pH 8.0, 23 degrees C) for 30 min resulted in the

Fluorometric determination of 2,3-dimercaptopropane-1-sulfonic acid and other dithiols by precolumn derivatization with bromobimane and column liquid chromatography.

R M Maiorino et al.

Journal of chromatography, 374(2), 297-310 (1986-01-24)

The increasing therapeutic use of dithiol metal binding agents, such as 2,3-dimercaptopropane-1-sulfonic acid (DMPS), has stimulated the need for a sensitive and selective method for their determination in biological fluids. A method has now been developed in which DMPS was

Determination of low-molecular-weight thiols using monobromobimane fluorescent labeling and high-performance liquid chromatography.

R C Fahey et al.

Methods in enzymology, 143, 85-96 (1987-01-01)

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Global Trade Item Number

SKU	GTIN
69898-25MG	04061832794839
69898-100MG	04061833278086

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